Monthly Rentals in Wailea-Makena
Discover long-term rentals that feel like home for stays of a month or longer.
Nearby monthly rentals
Guest favorite
Condo in Wailea-Makena
4.92 out of 5 average rating, 96 reviewsLuxury Condo w/wide Ocean View (Palms at Wailea)!
Superhost
Condo in Wailea-Makena
5 out of 5 average rating, 3 reviewsTropical Escape to Wailea with Stunning Oceanview
Guest favorite
Condo in Kihei
4.95 out of 5 average rating, 57 reviewsWailea Hidden Gem
Guest favorite
Condo in Wailea
4.97 out of 5 average rating, 165 reviewsWailea Gem-Remodeled Ocean View
The comforts of home and great monthly rates
Amenities and perks for longer stays
Furnished rentals
Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.
Flexibility you need
Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*
Simple monthly prices
Special rates for long-term vacation rentals and a single monthly payment without additional charges.*
Book with confidence
Reviewed by our trusted community of guests and 24/7 support during your extended stay.
Work-friendly spaces for digital nomads
Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.
Looking for corporate housing?
Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.
Popular amenities for monthly rentals
Destinations to explore
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- Rentals with pools Wailea-Makena
- Apartment rentals Wailea-Makena
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- Condo rentals Wailea-Makena
- Fitness-friendly rentals Wailea-Makena
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- Rentals with an EV charger Wailea-Makena
- Rentals with a hot tub Wailea-Makena
- Serviced apartment rentals Wailea-Makena
- Rentals with beach access Wailea-Makena
- House rentals Wailea-Makena
- Hotel rentals Wailea-Makena
- Luxury rentals Wailea-Makena
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*Some exclusions may apply in certain geographies and for some properties.